JP2020083848A - Hair cleanser composition - Google Patents

Hair cleanser composition Download PDF

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JP2020083848A
JP2020083848A JP2018224414A JP2018224414A JP2020083848A JP 2020083848 A JP2020083848 A JP 2020083848A JP 2018224414 A JP2018224414 A JP 2018224414A JP 2018224414 A JP2018224414 A JP 2018224414A JP 2020083848 A JP2020083848 A JP 2020083848A
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hair
fatty acid
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cleansing composition
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坂本 雄一
Yuichi Sakamoto
雄一 坂本
太一 小野
Taichi Ono
太一 小野
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Kawaken Fine Chemicals Co Ltd
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Abstract

To provide a hair cleanser composition capable of achieving both quick foaming and fine foam quality with a non-silicone shampoo and satisfying both a good finger combing and a rapid rinsability during washing the hair.SOLUTION: There is provided a hair cleanser composition which comprises no silicone compound and has a composition of (A) an N-acylamino acid surfactant, (B) an amphoteric surfactant, (C) a fatty acid, (D) a cationic polymer, wherein (A)/(B)=1 to 3 and (A)+(B)=8 to 23 wt.%, and (C)/(D)=1 to 10 and (C)+(D)=0.5 to 3 wt.%.SELECTED DRAWING: None

Description

本発明は、洗浄時の指通り性、滑らかさを向上させ、泡立ちが早く細かい泡質となる上に、すすぎが早く洗いあがりのさっぱり感が感じられる毛髪洗浄剤組成物に関する。 TECHNICAL FIELD The present invention relates to a hair cleansing composition which improves the finger-passing property and smoothness at the time of washing, has a quick foaming and a fine foam quality, and has a fast rinsing and a refreshing feeling.

近年、ノンシリコーンシャンプーがブームとなっているが、シリコーンを配合しないと洗髪時の指通り性が悪く、泡の滑りも劣り満足できる性能が得られない。この性能を補うためにコアセルベートという技術を使い性能を補っている(特許文献1)。コアセルベートとは特定のカチオン性ポリマーと特定の界面活性剤を組み合わせる事で洗髪時からすすぎ時までの希釈状態で特定のカチオン性ポリマーと特定の界面活性剤が凝集体を作り水に不溶となり析出し、毛髪表面に吸着する事で洗髪からすすぎ時の毛髪の指通り性を向上させ、泡の滑りもよくなりノンシリコーンシャンプーでも満足できる性能となっている(特許文献2)。
コアセルベートを発現させる特定の界面活性剤としては両性界面活性剤が知られている。さらに特定の陰イオン性界面活性剤もコアセルベートを発現する事が知られている(特許文献3)。また、特定の陰イオン性界面活性剤としてはN−アシルアミノ酸タイプが使われており、泡立ちが良い事が知られている。しかし、N−アシルアミノ酸タイプは単独では泡質が粗く、両性界面活性剤と併用する事で満足できる泡質となる。
即ち、最近のノンシリコーンシャンプーの主流としてN−アシルアミノ酸タイプの陰イオン性界面活性剤と両性界面活性剤にカチオン性ポリマーを配合した処方が主流となっている。特に傷んだ髪には洗髪からすすぎまで滑らかで満足した性能が得られているが、健康な髪ではいくらすすいでもヌルつきが残りすすぎが悪いと不満の声が上がっている。また、泡立ちは良いが泡質は他の陰イオン性界面活性剤と比べると軽すぎるためもっと細かい泡質が求められている。
In recent years, non-silicone shampoos have been booming, but unless silicone is blended, the finger-pushing property when washing hair is poor, and the slippage of the foam is inferior and satisfactory performance cannot be obtained. In order to supplement this performance, a technique called coacervate is used to supplement the performance (Patent Document 1). What is coacervate?By combining a specific cationic polymer and a specific surfactant, the specific cationic polymer and the specific surfactant form an aggregate in the diluted state from the time of washing the hair to the time of rinsing. By adsorbing to the hair surface, the finger-passing property of the hair when washing and rinsing is improved, the slippage of the foam is improved, and the performance is satisfactory even with a non-silicone shampoo (Patent Document 2).
Amphoteric surfactants are known as specific surfactants for expressing coacervate. Furthermore, it is known that a specific anionic surfactant also expresses coacervate (Patent Document 3). In addition, N-acyl amino acid type is used as a specific anionic surfactant, and it is known that foaming is good. However, the N-acyl amino acid type alone has a rough foam quality, and when used in combination with an amphoteric surfactant, the foam quality becomes satisfactory.
That is, as a recent mainstream of non-silicone shampoos, prescriptions in which an anionic surfactant of N-acylamino acid type and an amphoteric surfactant are mixed with a cationic polymer have become mainstream. Especially for damaged hair, smooth and satisfactory performances are obtained from washing to rinsing, but healthy hair has complained that no rinsing remains even if it is rinsed well and rinsing is bad. Further, although foaming is good, the foam quality is too light as compared with other anionic surfactants, and therefore a finer foam quality is required.

特開2013−216639JP, 2013-216639, A 特開平04−273811Japanese Patent Laid-Open No. 04-273811 特開平06−321739Japanese Patent Laid-Open No. 06-321739

ノンシリコーンシャンプーで泡立ちが早い事と細かい泡質の両立、洗髪時の指通りの良さと早いすすぎ性の両立を満足できる毛髪洗浄剤組成物は開発されていない。 A non-silicone shampoo has not been developed for a hair cleansing composition capable of satisfying both quick foaming and fine foam quality, good finger combability at the time of hair washing, and quick rinseability.

本発明者は、泡立ちが早い事と細かい泡質の両立、洗髪時は指通りの良さと早いすすぎ性の両立を満足できるように鋭意検討した結果、N−アシルアミノ酸界面活性剤と両性界面活性剤を特定比率で配合し、カチオン性ポリマーと脂肪酸を特定比率で配合することにより上記2つの課題の両立を図る事ができる事を見出し本発明に至った。 The present inventors have made earnest studies so as to satisfy both quick foaming and fine foam quality, and good compatibility with fingers when washing hair and quick rinsing properties. As a result, an N-acyl amino acid surfactant and amphoteric surfactant are obtained. It has been found that it is possible to achieve both of the above two problems by blending the agent at a specific ratio and blending the cationic polymer and the fatty acid at a specific ratio.

即ち本発明は、
シリコーン化合物を含まず
(A)N−アシルアミノ酸界面活性剤
(B)両性界面活性剤
(A)/(B)=1〜3でかつ(A)+(B)=8〜23重量%
(C)脂肪酸
(D)カチオン性ポリマー
(C)/(D)=1〜10でかつ(C)+(D)=0.5〜3重量%
の組成である毛髪洗浄剤組成物に関する。
That is, the present invention is
No silicone compound (A) N-acyl amino acid surfactant (B) Amphoteric surfactant (A)/(B)=1 to 3 and (A)+(B)=8 to 23% by weight
(C) Fatty acid (D) cationic polymer (C)/(D)=1 to 10 and (C)+(D)=0.5 to 3% by weight
The present invention relates to a hair cleansing composition having the above composition.

シリコーン化合物とは、シロキサン結合を骨格とする合成ポリマーの総称である。具体的には、(アミノエチルアミノプロピルメチコン/ジメチコン)コポリマー、(シビニルジメチコン/ジメチコン)コポリマー、PEG/PPG−20/20ジメチコン、PEG−10ジメチコン、PEG−12ジメチコン、アモジメチコン、ジメチコン、ジメチコンコポリオール、ジメチコン共重合体、トリメチルシリルアモジメチコン、ビス(C13−15アルコキシ)PGアモジメチコン、ビス(PEG/PPG−20/20)ジメチコン、ビスセテアリルアモジメチコン、フェニルトリメチコン、メドウフォーム油脂肪酸PEG−8ジメチコン、リノールアミドプロピルPG−ジモニウムクロリドリン酸ジメチコン、高重合ジメチコン−1、アミノエチルアミノプロピルメチルシロキサン、シクロペンタシロキサン、ジメチルシロキサン共重合体、ヒドロキシプロピルポリシロキサン加水分解コムギタンパク、高重合メチルポリシロキサン(1)、ポリシリコーン−14、ポリシリコーン−9、パンテニルコハク酸シリコーンクオタニウム−2、ジメチコノールなどが挙げられる。
本発明毛髪洗浄剤組成物は、洗髪時の指通り性と泡の滑りの向上を目的として添加されるシリコーン化合物を含まない。
The silicone compound is a general term for synthetic polymers having a siloxane bond as a skeleton. Specifically, (aminoethylaminopropylmethicone/dimethicone) copolymer, (civinyldimethicone/dimethicone) copolymer, PEG/PPG-20/20 dimethicone, PEG-10 dimethicone, PEG-12 dimethicone, amodimethicone, dimethicone, dimethicone. Copolyol, dimethicone copolymer, trimethylsilylamodimethicone, bis(C13-15alkoxy)PG amodimethicone, bis(PEG/PPG-20/20) dimethicone, biscetearylamodimethicone, phenyltrimethicone, meadowfoam oil fatty acid PEG -8 dimethicone, linoleamidopropyl PG-dimonium chloridolinic acid dimethicone, highly polymerized dimethicone-1, aminoethylaminopropylmethylsiloxane, cyclopentasiloxane, dimethylsiloxane copolymer, hydroxypropylpolysiloxane hydrolyzed wheat protein, highly polymerized Methyl polysiloxane (1), poly-silicone-14, poly-silicone-9, silicone panthenyl succinate quaternium-2, dimethiconol and the like can be mentioned.
The hair cleansing composition of the present invention does not contain a silicone compound added for the purpose of improving the finger-passing property and the slippage of foam during hair washing.

N−アシルアミノ酸界面活性剤として、N−ラウロイル−N−メチル−β−アラニン塩(入手可能な市販品として、川研ファインケミカル社製のアラノンALE、ALTA)、N−ヤシ油脂肪酸−N−メチル−β−アラニン塩(川研ファインケミカル社製のアラノンACE)、N−ミリストイル−N−メチル−β−アラニン塩(川研ファインケミカル社製のアラノンAME)、N−アシル−N−ヒドロキシエチル−β−アラニン塩、N−ラウロイルサルコシン塩(川研ファインケミカル社製のソイポンSLE、SLTA、SLP)、N−ヤシ油脂肪酸サルコシン塩(川研ファインケミカル社製のソイポンSCE)、N−ミリストイルサルコシン塩(川研ファインケミカル社製のソイポンM−30)、ラウロイルシルクアミノ酸K(川研ファインケミカル社製のカワシルクS)、N−ラウロイル−β−アラニン塩、N−ヤシ油脂肪酸−β−アラニン塩、N−ラウロイル−L−グルタミン酸塩、N−ヤシ油脂肪酸−L−グルタミン酸塩、N−ラウロイルアスパラギン酸塩、N−ヤシ油脂肪酸アスパラギン酸塩、N−ラウロイル−N−メチルタウリン塩、N−ヤシ油脂肪酸−N−メチルタウリン塩などが使用できる。 As an N-acyl amino acid surfactant, N-lauroyl-N-methyl-β-alanine salt (available commercially available products are Alanone ALE and ALTA manufactured by Kawaken Fine Chemical Co., Ltd.), N-coconut oil fatty acid-N-methyl. -Β-alanine salt (alanone ACE manufactured by Kawaken Fine Chemicals Co., Ltd.), N-myristoyl-N-methyl-β-alanine salt (alanone AME manufactured by Kawaken Fine Chemicals Co., Ltd.), N-acyl-N-hydroxyethyl-β- Alanine salt, N-lauroyl sarcosine salt (Soypon SLE, SLTA, SLP made by Kawaken Fine Chemicals Co., Ltd.), N-coconut oil fatty acid sarcosine salt (Soypon SCE made by Kawaken Fine Chemicals Co., Ltd.), N-myristoyl sarcosine salt (Kawaken Fine Chemicals Co., Ltd. Manufactured by Soypon M-30), lauroyl silk amino acid K (Kawasilk S manufactured by Kawaken Fine Chemicals Co., Ltd.), N-lauroyl-β-alanine salt, N-coconut oil fatty acid-β-alanine salt, N-lauroyl-L-. Glutamate, N-coconut oil fatty acid-L-glutamate, N-lauroyl aspartate, N-coconut fatty acid aspartate, N-lauroyl-N-methyltaurine salt, N-coconut fatty acid-N-methyltaurine Salt etc. can be used.

N−アシルアミノ酸界面活性剤は、ショッテンバウマン反応などの公知の方法により製造される。N−アシルアミノ酸界面活性剤には、少量の遊離脂肪酸が含まれる。遊離脂肪酸は、原料である脂肪酸クロライドに含まれる遊離脂肪酸、アシル化の際に副成する遊離脂肪酸に由来する。遊離脂肪酸の含量は、脂肪酸クロライドの純度、アシル化条件などによって増減することがある。 The N-acyl amino acid surfactant is produced by a known method such as Schotten-Baumann reaction. N-acyl amino acid surfactants contain small amounts of free fatty acids. The free fatty acid is derived from the free fatty acid contained in the fatty acid chloride as a raw material and the free fatty acid produced as a by-product during acylation. The content of free fatty acids may be increased or decreased depending on the purity of fatty acid chloride, acylation conditions and the like.

本発明、毛髪洗浄剤組成物により、洗浄時の指通り性、滑らかさを向上させるだけでなく、細かい泡質となる上に、すすぎが早く洗いあがりのさっぱり感が感じられる効果を付与することができる。 INDUSTRIAL APPLICABILITY The present invention, the hair cleansing composition not only improves the finger-passing property and smoothness at the time of cleaning, but also imparts an effect that a fine foam quality is obtained and a quick feeling of rinsing and a feeling of refreshing feeling can be felt. You can

以下、本発明の実施形態について説明する。
本発明毛髪洗浄剤組成物のA成分はN−アシルアミノ酸界面活性剤である。起泡性、細かい泡質、洗浄性、指通り性、滑らかさ、すすぎ性、さっぱり感の要になる本発明毛髪洗浄剤組成物の主剤である。本発明の求める泡立ちが早い事と細かい泡質の両立、洗髪時の指通りの良さと早いすすぎ性の両立を考慮すると、N−アシルアミノ酸界面活性剤として、N−アシル−N−メチル−β−アラニン塩、N−アシル−N−ヒドロキシエチル−β−アラニン塩のうち少なくとも1種を使用することが特に好ましい。
Hereinafter, embodiments of the present invention will be described.
The component A of the hair cleansing composition of the present invention is an N-acyl amino acid surfactant. It is the main ingredient of the hair cleansing composition of the present invention, which requires foamability, fine foam quality, detergency, finger combability, smoothness, rinseability and a refreshing feel. Considering both the quick foaming and the fine foam quality required by the present invention, the good combability of fingers when washing hair and the quick rinsing property, N-acyl-N-methyl-β is used as the N-acylamino acid surfactant. It is particularly preferred to use at least one of the -alanine salt and the N-acyl-N-hydroxyethyl-β-alanine salt.

N−アシル−N−メチル−β−アラニン塩、N−アシル−N−ヒドロキシエチル−β−アラニン塩は、一般式(1)、(2)で示される。

Figure 2020083848
[式(1)(2)中R1、R2は炭素数9〜15の直鎖または分岐鎖のアルキル基またはアルキレン基を示し、M、M2はアルカリ金属、トリエタノールアミンを示す。]
1、R2の炭素数は9〜15のものが使用でき、炭素数10〜16のものが好ましく、炭素数10〜14のものが特に好ましい。炭素数が8以下では臭いの点で問題があり、炭素数が16以上の場合は毛髪洗浄剤組成物の低温安定性の点で問題がある。 The N-acyl-N-methyl-β-alanine salt and the N-acyl-N-hydroxyethyl-β-alanine salt are represented by the general formulas (1) and (2).
Figure 2020083848
[In the formulas (1) and (2), R 1 and R 2 represent a linear or branched alkyl group having 9 to 15 carbon atoms or an alkylene group, and M 1 and M 2 represent an alkali metal and triethanolamine. ]
The carbon number of R 1 and R 2 can be 9 to 15, the one having 10 to 16 carbon atoms is preferable, and the one having 10 to 14 carbon atoms is particularly preferable. When the carbon number is 8 or less, there is a problem in odor, and when the carbon number is 16 or more, there is a problem in low temperature stability of the hair cleansing composition.

本発明毛髪洗浄剤組成物のB成分は両性界面活性剤である。両性界面活性剤としては、アミドプロピルベタインであるコカミドプロピルベタイン(入手可能な市販品として、川研ファインケミカル社製のソフタゾリンCPB、CPB−R)、ラウリン酸アミドプロピルベタイン(川研ファインケミカル社製のソフタゾリンLPB、LPB−R)、ミリスチン酸アミドプロピルベタイン、パーム核油脂肪酸アミドプロピルベタイン(川研ファインケミカル社製のソフタゾリンPKPB)、アミドアミンであるココアンホ酢酸Na(川研ファインケミカル社製のソフタゾリンCH、CH−R、CL、CL−R)、ラウロアンホ酢酸Na(川研ファインケミカル社製のソフタゾリンLHL、LHL−SF)、ラウラミドプロピルヒドロキシスルタイン(川研ファインケミカル社製のソフタゾリンLSB、LSB−R)、ラウラミドプロピルアミンオキシド(川研ファインケミカル社製のソフタゾリンLAO−C)、ヒドロキシアルキル(C12−14)ヒドロキシエチルサルコシン(川研ファインケミカル社製のソフタゾリンLMEB、LMEB−R)、ココアンホプロピオン酸Na(川研ファインケミカル社製のソフタゾリンNS、SFD)、ラウリルベタイン、ラウリルヒドロキシスルタイン、ラウリルジメチルアミンオキサイドなどが使用できる。 The component B of the hair cleansing composition of the present invention is an amphoteric surfactant. As the amphoteric surfactant, cocamidopropyl betaine, which is amidopropyl betaine (commercially available commercial products, such as Kawasaki Fine Chemical Co., Ltd., Softofazoline CPB and CPB-R), lauric acid amide propyl betaine (Kawaken Fine Chemical Co., Ltd. Softazoline LPB, LPB-R), myristic acid amide propyl betaine, palm kernel oil fatty acid amide propyl betaine (Sofazozoline PKPB manufactured by Kawaken Fine Chemicals Co., Ltd.), amide amine cocoamphoacetate Na (Sofazozoline CH, CH- manufactured by Kawaken Fine Chemicals Co., Ltd.). R, CL, CL-R), Na lauroamphoacetate (Softazoline LHL, LHL-SF manufactured by Kawaken Fine Chemicals Co., Ltd.), Lauramide propyl hydroxysultaine (Softofazoline LSB, LSB-R manufactured by Kawaken Fine Chemical Co., Ltd.), Lauramide. Propylamine oxide (Sofazoline LAO-C manufactured by Kawaken Fine Chemicals Co., Ltd.), hydroxyalkyl (C12-14) hydroxyethyl sarcosine (Softofazoline LMEB, LMEB-R manufactured by Kawaken Fine Chemicals Co.), Na cocoamphopropionate (Kawaken Fine Chemicals Co., Ltd.) Softazoline NS, SFD), lauryl betaine, lauryl hydroxysultaine, lauryl dimethylamine oxide and the like manufactured by the same company can be used.

本発明の求める泡立ちが早い事と細かい泡質の両立、洗髪時の指通りの良さと早いすすぎ性の両立を考慮すると、両性界面活性剤として、アミドプロピルベタイン、アミドアミンのうちの少なくとも1種を使用することが特に好ましい。アミドプロピルベタイン、アミドアミンは一般式(3)、(4)で示される。

Figure 2020083848
[式(3)(4)中R、Rは炭素数7〜17の直鎖または分岐鎖のアルキル基またはアルキレン基を示す。]
、Rの炭素数は7〜17のものが使用できる。炭素数が6以下では臭いの点で問題があり、炭素数が18以上の場合は毛髪洗浄剤組成物の低温安定性の点で問題がある。 Considering both the quick foaming and fine foam quality required by the present invention, and the good combability of fingers when washing hair and quick rinseability, at least one of amidopropyl betaine and amidoamine is used as the amphoteric surfactant. It is particularly preferred to use. Amidopropyl betaine and amidoamine are represented by the general formulas (3) and (4).
Figure 2020083848
[In the formulas (3) and (4), R 3 and R 4 represent a linear or branched alkyl group or alkylene group having 7 to 17 carbon atoms. ]
The carbon number of R 3 and R 4 can be 7 to 17. When the carbon number is 6 or less, there is a problem in odor, and when the carbon number is 18 or more, there is a problem in low temperature stability of the hair cleaning composition.

本発明の求める泡立ちが早い事と細かい泡質の両立、洗髪時の指通りの良さと早いすすぎ性の両立を考慮すると、A成分のN−アシルアミノ酸界面活性剤とB成分の両性界面活性剤は、下記の特定比率で配合される。
(A)/(B)=1〜3でかつ(A)+(B)=8〜23重量%
(A)/(B)は0.9〜3.9とすることができ、好ましくは1〜3.5、特に好ましく1〜3である。(A)/(B)が1未満の場合は、泡が粗くなり、泡比重が低く、洗っている人が泡立ちが悪いと感じてしまう。(A)/(B)が3を超える場合は、コアセルベートの生成が低くなり、指通りが悪くなる。
(A)+(B)は8〜23重量%とすることができ、好ましくは9〜23重量%である。(A)+(B)が8重量%未満の場合は、界面活性剤の総量が少なく泡立ちが悪くなり、泡比重が低くなる。(A)+(B)が23重量%を超える場合は、毛髪洗浄剤組成物の低温の安定性が悪くなり、白濁してしまう。
Considering both the quick foaming and fine foam quality required by the present invention, and the good combability of fingers when washing hair and quick rinseability, the amphoteric surfactants of N-acyl amino acid surfactant of component A and component B are amphoteric surfactants. Are blended in the following specific ratios.
(A)/(B)=1 to 3 and (A)+(B)=8 to 23% by weight
(A)/(B) can be set to 0.9 to 3.9, preferably 1 to 3.5, and particularly preferably 1 to 3. When (A)/(B) is less than 1, the foam becomes coarse, the specific gravity of the foam is low, and the person who is washing feels that the foaming is poor. When (A)/(B) exceeds 3, the production of coacervate becomes low and the finger-fed becomes poor.
(A)+(B) may be 8 to 23% by weight, preferably 9 to 23% by weight. When (A)+(B) is less than 8% by weight, the total amount of the surfactant is small and the foaming is poor, and the foam specific gravity is low. When (A)+(B) exceeds 23% by weight, the low temperature stability of the hair cleansing composition becomes poor and the hair cleansing composition becomes cloudy.

本発明毛髪洗浄剤組成物のC成分は脂肪酸である。脂肪酸としては、ラウリン酸(入手可能な市販品として、花王社製のルナックL−98)、ヤシ油脂肪酸(入手可能な市販品として、花王社製のルナックL−55)、パーム核油脂肪酸、カプリン酸、ミリスチン酸、パルミチン酸、パルミトレイン酸、ステアリン酸、オレイン酸、リノール酸、リノレン酸、イソステアリン酸などが使用できる。
本発明の求める泡立ちが早い事と細かい泡質の両立、洗髪時の指通りの良さと早いすすぎ性の両立を考慮すると、脂肪酸として直鎖または分岐鎖の炭素数10〜18の脂肪酸を使用することができ、炭素数10〜16の直鎖または分岐鎖の脂肪酸が好ましく、炭素数10〜14の直鎖または分岐鎖の脂肪酸が特に好ましい。
The C component of the hair cleansing composition of the present invention is a fatty acid. Examples of the fatty acid include lauric acid (commercially available commercial product, Lunac L-98 manufactured by Kao Corporation), coconut oil fatty acid (commercially available commercial product, Lunac L-55 manufactured by Kao Corporation), palm kernel oil fatty acid, Capric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, isostearic acid and the like can be used.
In consideration of compatibility between quick foaming and fine foam quality required by the present invention, and good compatibility with fingers when washing hair and quick rinsing property, a straight or branched chain fatty acid having 10 to 18 carbon atoms is used. C10-C16 straight chain or branched chain fatty acids are preferable, and C10-C14 straight chain or branched chain fatty acids are particularly preferable.

本発明毛髪洗浄剤組成物のD成分はカチオン性ポリマーである。カチオン性ポリマーとしては、ポリクオタニウム−10(入手可能な市販品として、東邦化学工業社製のカチナールLC−200)、ポリクオタニウム−107、ポリクオタニウム−11、ポリクオタニウム−22、ポリクオタニウム−30、ポリクオタニウム−39、ポリクオタニウム−4、ポリクオタニウム−47、ポリクオタニウム−48、ポリクオタニウム−49、ポリクオタニウム−50、ポリクオタニウム−51、ポリクオタニウム−52、ポリクオタニウム−6、ポリクオタニウム−61、ポリクオタニウム−64、ポリクオタニウム−65、ポリクオタニウム−67、ポリクオタニウム−7、ポリクオタニウム−72、ポリクオタニウム−73、ポリクオタニウム−92、
カチオン化グアーガム(入手可能な市販品として、三晶社製のJAGUAR C−14S)、カチオン化ローカストビーンガム、カチオン化タラガム、カチオン化フェヌグリークガム、カチオン化カッシアガム、カチオン化デキストラン−2などが使用できる。
The component D of the hair wash composition of the present invention is a cationic polymer. As the cationic polymer, polyquaternium-10 (as a commercially available product, Catinal LC-200 manufactured by Toho Chemical Industry Co., Ltd.), polyquaternium-107, polyquaternium-11, polyquaternium-22, polyquaternium-30, polyquaternium-39, polyquaternium. -4, polyquaternium-47, polyquaternium-48, polyquaternium-49, polyquaternium-50, polyquaternium-51, polyquaternium-52, polyquaternium-6, polyquaternium-61, polyquaternium-64, polyquaternium-65, polyquaternium-67, polyquaternium-65. , Polyquaternium-72, polyquaternium-73, polyquaternium-92,
Cationized guar gum (as a commercially available product, JAGUAR C-14S manufactured by Sansho Co., Ltd.), cationized locust bean gum, cationized tara gum, cationized fenugreek gum, cationized cassia gum, cationized dextran-2 and the like can be used. ..

本発明の求める泡立ちが早い事と細かい泡質の両立、洗髪時の指通りの良さと早いすすぎ性の両立を考慮すると、カチオン性ポリマーとしてポリクオタニウム−10、カチオン化グアーガムのうちの少なくとも1種を使用することが特に好ましい。 Considering both the quick foaming and fine foam quality required by the present invention, and the good combability of fingers when washing hair and quick rinseability, at least one of polyquaternium-10 and cationic guar gum is used as the cationic polymer. It is particularly preferred to use.

本発明の求める泡立ちが早い事と細かい泡質の両立、洗髪時の指通りの良さと早いすすぎ性の両立を考慮すると、C成分の脂肪酸とD成分のカチオン性ポリマーは、下記の特定比率で配合される。
(C)/(D)=1〜10でかつ(C)+(D)=0.5〜3重量%
(C)/(D)は0.9〜10とすることができ、好ましくは1〜10、特に好ましくは1.8〜7.5である。(C)/(D)が1未満の場合は、泡が粗くなり、かつ、すすぎ性も悪くなる。(C)/(D)が10を超える場合は、毛髪洗浄剤組成物の低温の安定性が悪くなり、白濁してしまう。
(C)+(D)は0.5〜3重量%とすることができ、好ましくは0.6〜2.5重量%、特に好ましくは0.7〜1.7重量%である。(C)+(D)が0.5重量%未満の場合は、泡が粗く、指通りも悪くなってしまう。(C)+(D)が3重量%を超える場合は、指通りが悪くなってしまう。
In consideration of both the quick foaming and fine foam quality required by the present invention, and the good combability of fingers when washing hair and the quick rinsing property, the fatty acid of component C and the cationic polymer of component D have the following specific ratios. Be compounded.
(C)/(D)=1 to 10 and (C)+(D)=0.5 to 3% by weight
(C)/(D) can be 0.9 to 10, preferably 1 to 10, and particularly preferably 1.8 to 7.5. When (C)/(D) is less than 1, bubbles are coarse and rinsability is poor. When (C)/(D) exceeds 10, the low-temperature stability of the hair cleansing composition deteriorates, resulting in white turbidity.
(C)+(D) may be 0.5 to 3% by weight, preferably 0.6 to 2.5% by weight, and particularly preferably 0.7 to 1.7% by weight. When (C)+(D) is less than 0.5% by weight, the bubbles are coarse and the fingers cannot be passed smoothly. If (C)+(D) exceeds 3% by weight, the finger may not be able to pass through easily.

また、本発明毛髪洗浄剤組成物のA成分には少量の遊離脂肪酸が含まれ、B成分も遊離脂肪酸を含む場合がある。本発明毛髪洗浄剤組成物のC成分に包含された形で、脂肪酸総含量を計算する。 The component A of the hair cleansing composition of the present invention may contain a small amount of free fatty acid, and the component B may also contain free fatty acid. The total fatty acid content is calculated in the form included in the component C of the hair cleansing composition of the present invention.

本発明毛髪洗浄剤組成物の主剤であるN−アシルアミノ酸界面活性剤は、起泡性、細かい泡質、洗浄性、指通り性、滑らかさ、すすぎ性、さっぱり感の要となる。主剤の効果を損なわない範囲で、助剤として他のアニオン性界面活性剤を0.1〜2重量%配合してもよい。他のアニオン性界面活性剤として、ポリ(1〜10)オキシエチレンラウリルエーテル酢酸塩、ポリ(1〜10)オキシエチレンヤシ油アルキルエーテル酢酸塩、ポリ(1〜10)オキシエチレントリデシルエーテル酢酸塩、ポリ(1〜10)オキシエチレンラウロイルエタノールアミドエーテル酢酸塩、ポリ(1〜10)オキシエチレンヤシ油脂肪酸エタノールアミドエーテル酢酸塩、ポリ(1〜10)N−メチル−ラウロイルエタノールアミドエーテル酢酸塩、ポリ(1〜10)N−エチル−ラウロイルエタノールアミドエーテル酢酸塩、ポリ(1〜10)オキシエチレンN−メチル−ヤシ油脂肪酸エタノールアミドエーテル酢酸塩、ポリ(1〜10)オキシエチレンN−エチル−ヤシ油脂肪酸エタノールアミドエーテル酢酸塩、ポリ(0〜10)オキシエチレンラウリルスルホコハク酸塩、ポリ(0〜10)オキシエチレンヤシ油脂肪酸スルホコハク酸塩、ポリ(0〜10)オキシエチレンラウロイルエタノールアミドスルホコハク酸塩、ポリ(0〜10)オキシエチレンヤシ油脂肪酸エタノールアミドスルホコハク酸塩、ポリ(0〜10)オキシエチレンN−メチル−ラウロイルエタノールアミドスルホコハク酸塩、ポリ(0〜10)オキシエチレンN−メチル−ヤシ油脂肪酸エタノールアミドスルホコハク酸塩、ポリ(0〜10)オキシエチレンN−エチル−ラウロイルエタノールアミドスルホコハク酸塩、ポリ(0〜10)オキシエチレンN−エチル−ヤシ油脂肪酸エタノールアミドスルホコハク酸塩、ポリ(1〜10)オキシエチレンラウリルエーテル硫酸塩などが使用できる。 The N-acyl amino acid surfactant, which is the main component of the hair cleansing composition of the present invention, is required to have foaming properties, fine foam quality, detergency, finger combability, smoothness, rinsability and a refreshing feeling. Other anionic surfactants may be added as an auxiliary agent in an amount of 0.1 to 2% by weight as long as the effect of the main agent is not impaired. As other anionic surfactant, poly(1-10)oxyethylene lauryl ether acetate, poly(1-10)oxyethylene coconut oil alkyl ether acetate, poly(1-10)oxyethylene tridecyl ether acetate , Poly(1-10)oxyethylene lauroyl ethanolamide ether acetate, poly(1-10)oxyethylene coconut oil fatty acid ethanolamide ether acetate, poly(1-10)N-methyl-lauroyl ethanolamide ether acetate, Poly(1-10)N-ethyl-lauroyl ethanolamide ether acetate, poly(1-10)oxyethylene N-methyl-coconut oil fatty acid ethanolamide ether acetate, poly(1-10)oxyethylene N-ethyl- Coconut oil fatty acid ethanolamide ether acetate, poly(0-10)oxyethylene lauryl sulfosuccinate, poly(0-10)oxyethylene coconut oil fatty acid sulfosuccinate, poly(0-10)oxyethylene lauroyl ethanolamide sulfosuccinate Salt, poly(0-10)oxyethylene coconut oil fatty acid ethanolamide sulfosuccinate, poly(0-10)oxyethylene N-methyl-lauroylethanolamide sulfosuccinate, poly(0-10)oxyethylene N-methyl- Coconut oil fatty acid ethanolamide sulfosuccinate, poly(0-10)oxyethylene N-ethyl-lauroylethanolamide sulfosuccinate, poly(0-10)oxyethylene N-ethyl-coconut oil fatty acid ethanolamide sulfosuccinate, poly (1-10) Oxyethylene lauryl ether sulfate etc. can be used.

本発明毛髪洗浄剤には、粘度の調整等を目的として、ノニオン性界面活性剤を必要に応じて配合する。ノニオン性界面活性剤として、PPG−2コカミド(入手可能な市販品として、川研ファインケミカル社製のアミゼット1PC)、コカミドDEA(川研ファインケミカル社製のアミゾールCDE−G)、パーム核油脂肪酸アミドDEA(川研ファインケミカル社製のアミゾールKD−1)、コカミドDEA(1:2)(川研ファインケミカル社製のアミゾールCD)、ラウラミドDEA(川研ファインケミカル社製のアミゾールLDE−G)、(ラウラミド/ミリスタミド)DEA(川研ファインケミカル社製のアミゾールLMDE−Y)、コカミドMEA(川研ファインケミカル社製のアミゾールCME)、ラウラミドMIPA(川研ファインケミカル社製のアミゾールPLME−A)、PEG−3ラウラミド(川研ファインケミカル社製のアミゼット2L−Y)、PEG−2カプリリルアミン(川研ファインケミカル社製のフォーマイト2E8)、PEG−2コカミン(川研ファインケミカル社製のビスコファインE2C)、(ラウリル/ミリスチル)グリコールヒドロキシプロピルエーテル(川研ファインケミカル社製のビスコセーフLMPE)、コカミドメチルMEA、グリセリン脂肪酸エステル類、ポリオキシエチレングリセリン脂肪酸エステル類、ポリグリセリン脂肪酸エステル類、ソルビタン脂肪酸エステル類、ポリオキシエチレンソルビタン脂肪酸エステル類、ポリオキシエチレンソルビット脂肪酸エステル類、ポリエチレングリコール脂肪酸エステル類、ポリオキシエチレンアルキルエーテル類、ポリオキシエチレンポリオキシプロピレンアルキルエーテル類、ポリオキシエチレンアルキルフェニルエーテル類などが使用できる。 The hair cleansing agent of the present invention may contain a nonionic surfactant, if necessary, for the purpose of adjusting viscosity. As the nonionic surfactant, PPG-2 cocamide (commercially available commercial product Amizet 1PC manufactured by Kawaken Fine Chemicals Co., Ltd.), cocamide DEA (Amizole CDE-G manufactured by Kawaken Fine Chemicals Co., Ltd.), palm kernel oil fatty acid amide DEA (Amisol KD-1 manufactured by Kawaken Fine Chemicals Co., Ltd.), cocamide DEA (1:2) (Amizole CD manufactured by Kawaken Fine Chemicals Co., Ltd.), Lauramide DEA (Amizole LDE-G manufactured by Kawaken Fine Chemicals Co., Ltd.), (Lauramide/Myristamide ) DEA (Amisol LMDE-Y manufactured by Kawaken Fine Chemicals Co., Ltd.), cocamide MEA (Amizole CME manufactured by Kawaken Fine Chemicals Co., Ltd.), lauramide MIPA (Amizole PLME-A manufactured by Kawaken Fine Chemicals Co., Ltd.), PEG-3 lauramide (Kawaken) Fine chemical Amizet 2L-Y), PEG-2 caprylylamine (Kawaken Fine Chemicals formate 2E8), PEG-2 cocamine (Kawaken fine chemicals Viscofine E2C), (lauryl/myristyl) glycol Hydroxypropyl ether (Viscosafe LMPE manufactured by Kawaken Fine Chemicals Co., Ltd.), cocamidomethyl MEA, glycerin fatty acid esters, polyoxyethylene glycerin fatty acid esters, polyglycerin fatty acid esters, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, poly Oxyethylene sorbitol fatty acid esters, polyethylene glycol fatty acid esters, polyoxyethylene alkyl ethers, polyoxyethylene polyoxypropylene alkyl ethers, polyoxyethylene alkyl phenyl ethers and the like can be used.

本発明の毛髪洗浄剤組成物には、必要に応じて、かつ本発明の効果を損なわない範囲において、通常化粧品や医薬品等の皮膚外用剤に用いられる成分、例えば、抗老化薬剤、抗炎症剤、抗アンドロゲン剤、育毛剤、保湿剤、酸化防止剤、油性成分、紫外線吸収剤、界面活性剤、増粘剤、防腐剤、アルコール類、pH調整剤(クエン酸、NaOHなど)、乳化剤、粉末成分、色材、水性成分、水、各種毛髪栄養剤、香料、清涼剤、生薬抽出物やビタミン類等を適宜配合することができる。 In the hair cleansing composition of the present invention, if necessary and within a range that does not impair the effects of the present invention, components that are usually used in external preparations for skin such as cosmetics and pharmaceuticals, for example, anti-aging agents, anti-inflammatory agents. , Anti-androgens, hair restorers, moisturizers, antioxidants, oily ingredients, UV absorbers, surfactants, thickeners, preservatives, alcohols, pH adjusters (citric acid, NaOH, etc.), emulsifiers, powders Ingredients, coloring materials, aqueous ingredients, water, various hair nutrients, fragrances, refreshing agents, herbal medicine extracts, vitamins and the like can be appropriately added.

配合できる成分の具体例を示せば、エデト酸二ナトリウム、エデト酸三ナトリウム、クエン酸ナトリウム、ポリリン酸ナトリウム、メタリン酸ナトリウム、グルコン酸等の金属封鎖剤、カフェイン、タンニン、ベラパミル、トラネキサム酸及びその誘導体、各種生薬、酢酸トコフェロール、グリチルリチン酸及びその誘導体又はその塩、グリチルレチン酸誘導体、サリチル酸誘導体、リゾフォスファチジルコリンやリゾフォスファチジン酸、大豆調製物等のラミニン5産生促進剤、グルコース、フルクトース、マンノース、ショ糖、トレハロース等の糖類、アルブチン、コウジ酸等の美白剤、ノニル酸ワレニルアミド、ニコチン酸ベンジルエステル、ニコチン酸β−ブトキシエチルエステル、カプサイシン、ジンゲロン、カンタリスチンキ、イクタモール、カフェイン、タンニン酸、α−ボルネオール、ニコチン酸トコフェロール、イノシトールヘキサニコチネート、シクランデレート、シンナリジン、トラゾリン、アセチルコリン、ベラパルミ、セファランチン、γ−オリザノール等の血行促進剤、硫黄、チアントール等の抗脂漏剤。 Specific examples of components that can be mixed are disodium edetate, trisodium edetate, sodium citrate, sodium polyphosphate, sodium metaphosphate, sequestering agents such as gluconic acid, caffeine, tannin, verapamil, tranexamic acid and Derivatives, various crude drugs, tocopherol acetate, glycyrrhizic acid and its derivatives or salts thereof, glycyrrhetinic acid derivatives, salicylic acid derivatives, lysophosphatidylcholine and lysophosphatidic acid, laminin-5 production promoters such as soybean preparations, glucose, Sugars such as fructose, mannose, sucrose, trehalose, whitening agents such as arbutin and kojic acid, nonyl acid warenylamide, nicotinic acid benzyl ester, nicotinic acid β-butoxyethyl ester, capsaicin, zingerone, cantharitin tincture, ictamol, caffeine , Tannic acid, α-borneol, tocopherol nicotinate, inositol hexanicotinate, cyclanderate, cinnarizine, tolazoline, blood circulation promoters such as acetylcholine, verapalmi, cepharanthin, γ-oryzanol, and antiseborrheic agents such as sulfur and thiantol.

マカデミアナッツ油、ホホバ油、サフラワー油、米胚芽油、小麦胚芽油、アボカド油、アーモンド油、ゴマ油、ツバキ油、ブドウ油、月見草油、シソ油、ヒマワリ油、ココナッツ油、メドフォーム油、ローズヒップ油、アプリコット油、アルガン油(アルガニアスピノザ核油)、オリーブ油およびオリーブスクワラン等の液状植物油。 Macadamia nut oil, jojoba oil, safflower oil, rice germ oil, wheat germ oil, avocado oil, almond oil, sesame oil, camellia oil, grape oil, evening primrose oil, perilla oil, sunflower oil, coconut oil, medfoam oil, rosehip Liquid vegetable oils such as oil, apricot oil, argan oil (Argania spinosa kernel oil), olive oil and olive squalane.

毛髪改質剤として、コハク酸、マレイン酸、フマル酸、クエン酸、マロン酸、リンゴ酸、グリコール酸、安息香酸、シュウ酸、フタル酸、サリチル酸、グルタル酸、グルコン酸、アコニット酸、イタコン酸などの有機酸、有機酸塩、ジプロピレングリコール、グリセリン、ペンタエリスリトール、プロパンジオール、ソルビトール、ジエチレングリコール、ペンチレングリコール、ブチレングリコール、ジグリセリンなどのポリオール類、アルギニン、システイン、グルタミン、グリシン、N−メチルグリシン、プロリン、チロシン、ヒスチジン、イソロイシン、タウリン、ロイシン、リシン、オルニチン、シトルリン、クレアチン、メチオニン、フェニルアラニン、トレオニン、トリプトファン、バリン、アラニン、β―アラニン、N−メチル−β―アラニン、N−ヒドロキシエチル−β―アラニン、アスパラギン酸、アスパラギン、グルタミン酸、セリンなどのアミノ酸類。
ベンジルアルコール、フェノキシエタノール、ベンジルオキシエタノールなどの毛髪浸透促進剤。
As a hair modifier, succinic acid, maleic acid, fumaric acid, citric acid, malonic acid, malic acid, glycolic acid, benzoic acid, oxalic acid, phthalic acid, salicylic acid, glutaric acid, gluconic acid, aconitic acid, itaconic acid, etc. Organic acids, organic acid salts, dipropylene glycol, glycerin, pentaerythritol, propanediol, sorbitol, diethylene glycol, pentylene glycol, butylene glycol, polyols such as diglycerin, arginine, cysteine, glutamine, glycine, N-methylglycine , Proline, tyrosine, histidine, isoleucine, taurine, leucine, lysine, ornithine, citrulline, creatine, methionine, phenylalanine, threonine, tryptophan, valine, alanine, β-alanine, N-methyl-β-alanine, N-hydroxyethyl- Amino acids such as β-alanine, aspartic acid, asparagine, glutamic acid and serine.
Hair permeation enhancers such as benzyl alcohol, phenoxyethanol and benzyloxyethanol.

あるいは、多様な目的から、ヒノキチオール、酸化亜鉛、アラントイン、アロエベラエキス、オウゴン根エキス、オタネニンジンエキス、カキタンニンエキス、カニナバラエキス、カミツレ花エキス、セイヨウオドリギソウエキス、センチフォリアバラエキス、チャ葉エキス、トウセンカエキス、ハマメリスエキス、フユボダイジュエキス、マグワエキス、ヤグルマギクエキス、ユズエキス、ローマカミツレエキス、ローヤルゼリーエキス、ウコン抽出物、ブナの芽抽出物、加水分解カゼイン、米抽出物加水分解液、米ぬか抽出物、トウニン抽出物、クララ抽出物、チオタウリン、ヒポタウリン、マジョラム抽出物、イチヤクソウ抽出物、キシリトール、アルギニン及びその塩酸塩、セリン、オウバク抽出成分、オウレン抽出成分、カッコン抽出成分、シコン抽出成分、シャクヤク抽出成分、センブリ抽出成分、バーチ抽出成分、セージ抽出成分、ビワ抽出成分、ニンジン抽出成分、アロエ抽出成分、ゼニアオイ抽出成分、アイリス抽出成分、ブドウ抽出成分、ヨクイニン抽出成分、ヘチマ抽出成分、ユリ抽出成分、サフラン抽出成分、センキュウ抽出成分、ショウキョウ抽出成分、オトギリソウ抽出成分、ローズマリー抽出成分、ニンニク抽出成分、トウガラシ抽出成分、ワレモコウ抽出成分、チンピ、トウキ等、レチノール、酢酸レチノール等のビタミンA類、リボフラビン、酪酸リボフラビン、フラビンアデニンヌクレオチド等のビタミンB2類、ピリドキシン塩酸塩、ピリドキシンジオクタノエート等のビタミンB6類、L−アスコルビン酸、L−アスコルビン酸ジパルミチン酸エステル、L−アスコルビン酸−2−硫酸ナトリウム、L−アスコルビン酸リン酸エステル、DL−α−トコフェロール−L−アスコルビン酸リン酸ジエステルジカリウム等のビタミンC類、パントテン酸カルシウム、D−パントテニルアルコール、パントテニルエチルエーテル、アセチルパントテニルエチルエーテル等のパントテン酸類、エルゴカルシフェロール、コレカルシフェロール等のビタミンD類、ニコチン酸、ニコチン酸アミド、ニコチン酸ベンジル等のニコチン酸類、α−トコフェロール、酢酸トコフェロール、ニコチン酸DL−α−トコフェロール、コハク酸DL−α−トコフェロール等のビタミンE類、ビタミンP、ビオチン等のビタミン類なども適宜配合することができる。 Alternatively, for various purposes, hinokitiol, zinc oxide, allantoin, aloe vera extract, ginseng root extract, ginseng extract, oyster tannin extract, canina rose extract, chamomile flower extract, sardine flower extract, centifolia rose extract, tea leaf extract, euglena. Mosquito extract, Hamamelis extract, Fuyubodaiju extract, Magwa extract, Cornflower extract, Yuzu extract, Roman chamomile extract, Royal jelly extract, Turmeric extract, Beech bud extract, Hydrolyzed casein, Rice extract hydrolyzed liquid, Rice bran extract, Tonin Extract, Clara extract, thiotaurine, hypotaurine, marjoram extract, yachtia extract, xylitol, arginine and its hydrochloride, serine, oyster extract component, laurel extract component, cassone extract component, sardine extract component, peony extract component, assembly Extract component, birch extract component, sage extract component, loquat extract component, carrot extract component, aloe extract component, mallow extract component, iris extract component, grape extract component, Yokuinin extract component, loofah extract component, lily extract component, saffron extract component , Senkyu extract, Gypsophila extract, Hypericum extract, Rosemary extract, Garlic extract, Capsicum extract, Waremoko extract, Chinpi, Touki, Retinol, Vitamin A such as retinol acetate, Riboflavin, Riboflavin butyrate , Vitamin B2s such as flavin adenine nucleotide, pyridoxine hydrochloride, vitamin B6s such as pyridoxine dioctanoate, L-ascorbic acid, L-ascorbic acid dipalmitate, L-ascorbic acid-2-sodium sulfate, L -Vitamin Cs such as ascorbic acid phosphoric acid ester and DL-α-tocopherol-L-ascorbic acid phosphoric acid diester dipotassium, and pantothenes such as calcium pantothenate, D-pantothenyl alcohol, pantothenyl ethyl ether, and acetylpantothenyl ethyl ether Acids, vitamin Ds such as ergocalciferol and cholecalciferol, nicotinic acid, nicotinic acid amide, nicotinic acid such as benzyl nicotinate, α-tocopherol, tocopherol acetate, DL-α-tocopherol nicotinate, DL-α succinate -Vitamin Es such as tocopherol, vitamins P such as vitamin P, biotin and the like can be appropriately mixed.

本発明の効果に関して以下の実施例によりさらに詳細に説明するが、本発明はこれらの実施例等に限定されるものではない。
製造例1、2の方法で、一般式(1)で示されるN−ラウロイル−N−メチル−β−アラニンNa塩、一般式(2)で示されるN−ラウロイル−N−ヒドロキシエチル−β−アラニンNa塩を合成した。
The effects of the present invention will be described in more detail by the following examples, but the present invention is not limited to these examples and the like.
According to the method of Production Examples 1 and 2, N-lauroyl-N-methyl-β-alanine Na salt represented by the general formula (1), N-lauroyl-N-hydroxyethyl-β- represented by the general formula (2). Alanine Na salt was synthesized.

製造例1
N−ラウロイル−N−メチル−β−アラニンNa塩の製造
分液ロートに軟水450g、48重量%水酸化ナトリウム水溶液63g、9重量%N−メチル−β−アラニンNa塩水溶液332gを入れ、遊離脂肪酸0.2重量%を含むラウリン酸クロライド144gを室温で1時間かけて滴下し、1時間撹拌しアシル化した。75重量%硫酸87gを加え、80〜90℃に昇温し、20分間静置し、水層を分液した。温軟水407g、48重量%水酸化ナトリウム水溶液53gを加えて中和した。30重量%N−ラウロイル−N−メチル−β−アラニンNa塩水溶液650gを得た。高速液体クロマトグラフィーによる分析では、遊離脂肪酸含量は1.0重量%であった。
Production example 1
Production of N-lauroyl-N-methyl-β-alanine Na salt 450 g of soft water, 63 g of 48% by weight sodium hydroxide aqueous solution, 332 g of 9% by weight N-methyl-β-alanine Na salt aqueous solution were placed in a separating funnel to obtain free fatty acid. 144 g of lauric acid chloride containing 0.2% by weight was added dropwise at room temperature over 1 hour, and stirred for 1 hour for acylation. 87 g of 75 wt% sulfuric acid was added, the temperature was raised to 80 to 90° C., the mixture was allowed to stand for 20 minutes, and the aqueous layer was separated. Neutralization was performed by adding 407 g of warm soft water and 53 g of 48% by weight sodium hydroxide aqueous solution. 650 g of a 30 wt% N-lauroyl-N-methyl-β-alanine Na salt aqueous solution was obtained. Analysis by high performance liquid chromatography revealed that the free fatty acid content was 1.0% by weight.

製造例2
N−ラウロイル−N−ヒドロキシエチル−β−アラニンNa塩の製造
減圧可能な容器に軟水700g、2−アミノエタノール300gを入れ、氷冷しながらアクリロニトリル278gを2時間かけて滴下し、室温で1時間撹拌した。48重量%水酸化ナトリウム水溶液500gを70〜80℃で1時間かけて滴下し、1時間撹拌した。減圧して脱アンモニア工程を2時間行った。室温まで冷却し、軟水400gを加え、35重量%N−ヒドロキシエチル−β−アラニンNa塩水溶液1970gを得た。
分液ロートに軟水800g、テトラヒドロフラン350g、35重量%N−ヒドロキシエチル−β−アラニンNa塩水溶液820gを入れ、遊離脂肪酸0.2重量%を含むラウリン酸クロライド393gと48重量%水酸化ナトリウム水溶液142gを室温で1時間かけて同時滴下し、1時間撹拌しアシル化した。75重量%硫酸212gを加え、80〜90℃に昇温し、20分間静置し、水層を分液した。油層を減圧してテトラヒドロフランの留去を2時間行った。温軟水1270g、48重量%水酸化ナトリウム水溶液123gを加えて中和した。30重量%N−ラウロイル−N−ヒドロキシエチル−β−アラニンNa塩水溶液1850gを得た。高速液体クロマトグラフィーによる分析では、遊離脂肪酸含量は1.0重量%であった。
Production example 2
Manufacture of N-lauroyl-N-hydroxyethyl-β-alanine Na salt 700 g of soft water and 300 g of 2-aminoethanol were placed in a depressurizable container, 278 g of acrylonitrile was added dropwise over 2 hours while cooling with ice, and at room temperature for 1 hour. It was stirred. 500 g of a 48 wt% sodium hydroxide aqueous solution was added dropwise at 70 to 80° C. over 1 hour, and the mixture was stirred for 1 hour. The pressure was reduced and the deammonification step was performed for 2 hours. After cooling to room temperature, 400 g of soft water was added to obtain 1970 g of 35 wt% N-hydroxyethyl-β-alanine Na salt aqueous solution.
In a separating funnel, 800 g of soft water, 350 g of tetrahydrofuran, and 820 g of 35 wt% N-hydroxyethyl-β-alanine Na salt aqueous solution were placed, and 393 g of lauric chloride containing 0.2 wt% of free fatty acid and 142 g of 48 wt% sodium hydroxide aqueous solution. Was simultaneously added dropwise at room temperature over 1 hour, and stirred for 1 hour for acylation. 212 g of 75 wt% sulfuric acid was added, the temperature was raised to 80 to 90° C., the mixture was allowed to stand for 20 minutes, and the aqueous layer was separated. The oil layer was depressurized and tetrahydrofuran was distilled off for 2 hours. 1270 g of warm soft water and 123 g of 48% by weight sodium hydroxide aqueous solution were added for neutralization. 1850 g of 30 wt% N-lauroyl-N-hydroxyethyl-β-alanine Na salt aqueous solution was obtained. Analysis by high performance liquid chromatography revealed that the free fatty acid content was 1.0% by weight.

使用原料
両性界面活性剤
ソフタゾリンCPB(川研ファインケミカル)コカミドプロピルベタイン
ソフタゾリンCH(川研ファインケミカル)ココアンホ酢酸Na
脂肪酸
ルナックL−98(花王)ラウリン酸
ルナックL−55(花王)ヤシ脂肪酸
カチオン性ポリマー
カチナールLC−200(東邦化学工業)ポリクオタニウム−10
JAGUAR C−14S(三晶)カチオン化グアーガム
ノニオン性界面活性剤
アミゼット1PC(川研ファインケミカル)PPG−2コカミド
Raw material Amphoteric surfactant softofazoline CPB (Kawaken Fine Chemicals) cocamidopropyl betaine softofazoline CH (Kawaken Fine Chemicals) Cocoamphoacetate Na
Fatty acid lunac L-98 (Kao) lauric acid lunac L-55 (Kao) coconut fatty acid cationic polymer Katynal LC-200 (Toho Chemical Industry) Polyquaternium-10
JAGUAR C-14S (Tricrystal) Cationized Guar Gum Nonionic Surfactant Amizet 1PC (Kawaken Fine Chemicals) PPG-2 Cocamide

表1記載の配合比率に従って毛髪洗浄剤組成物を調製した。表中の配合比率は純分の重量%を示す。
脂肪酸総含量の計算例を示す。
実施例1
0.6+12/0.3×0.01=1.0
調製した毛髪洗浄剤組成物は下記各種測定法により、性能評価した。性能評価結果を表1に示す。
(性能評価方法)
1.泡質の比較を以下の実験にて評価を行った。
実施例、比較例に記載されている処方を調製し、10倍希釈した液を100mL調製する。
ナショナル製ミキサー(MX−X57)に投入し、30秒間撹拌後、内容液をすべて1000mLのメスシリンダーに移す。
5分間放置後、離水した液を取り除き、泡の容量を測定する。さらに、残った泡の重量を測定し、泡比重を求めた。
泡の重量(g)/泡容量(mL)/1000=泡比重(g/L)
A hair cleansing composition was prepared according to the blending ratio shown in Table 1. The compounding ratio in the table indicates the weight percentage of the pure content.
An example of calculating the total content of fatty acids is shown.
Example 1
0.6+12/0.3×0.01=1.0
The performance of the prepared hair cleaning composition was evaluated by the following various measuring methods. The performance evaluation results are shown in Table 1.
(Performance evaluation method)
1. The comparison of foam quality was evaluated in the following experiments.
The formulations described in Examples and Comparative Examples are prepared, and 100 mL of a 10-fold diluted solution is prepared.
It is put into a mixer (MX-X57) made by National and stirred for 30 seconds, and then the whole content liquid is transferred to a graduated cylinder of 1000 mL.
After standing for 5 minutes, the liquid that has taken off water is removed, and the volume of foam is measured. Further, the weight of the remaining foam was measured to determine the foam specific gravity.
Foam weight (g)/foam volume (mL)/1000=foam specific gravity (g/L)

2.使用感の測定
・評価方法
日本人女性の毛髪をブリーチ処理し、ダメージ毛を作成した。この毛髪を50g(15〜20cm)束ねた毛束を使用した。
まず、毛束を十分濡らし、2ccの評価溶液で洗浄し洗浄中の指通りを評価した。
さらにすすぎ性の評価として、水道水ですすぎを行いぬめりがなくなる時間を測定した。
評価は専門パネラー10名が官能評価し、以下の基準で判定し、平均値を算出した。
・評価基準(指通りの評価)
5:全く引っかからず指が通せる
4:僅かに引っかかりを感じるが容易に指が通せる
3:引っかかりを感じるが絡まずに指が通せる
2:指に引っかかり髪が絡みやすく、指通りが悪い
1:髪が引っかかり、指が通らない
2. Method of measuring/evaluating the feeling of use The hair of a Japanese woman was bleached to create damaged hair. A 50-g (15-20 cm) bundle of this hair was used.
First, the tufts of hair were thoroughly wetted and washed with 2 cc of the evaluation solution to evaluate the finger passage during washing.
Further, as an evaluation of rinsability, rinsing was performed with tap water and the time for eliminating sliminess was measured.
For the evaluation, 10 expert panelists conducted a sensory evaluation, judged according to the following criteria, and calculated an average value.
・Evaluation criteria (evaluation according to the finger)
5: A finger can be passed without being caught at all 4: A finger can be easily passed though a slight catch is felt 3: A finger can be passed through without feeling tangled while feeling a catch 2: The hair is easily caught by the finger and the fingers do not pass easily 1: Hair gets caught and fingers cannot pass

3.すすぎ性の評価
指通りを評価した各サンプルを流速50mL/sに調整した水道水ですすぎ、ぬめりがなくなる時間を測定した。
3. Evaluation of Rinseability Each sample evaluated for finger passage was rinsed with tap water adjusted to a flow rate of 50 mL/s, and the time for eliminating sliminess was measured.

Figure 2020083848
Figure 2020083848

表1の性能評価に関して、本発明毛髪洗浄剤組成物の範囲内で調製された実施例1〜8は、泡比重の数値が85以上と高く、目的とする「細かい泡質」であることが実証されている。また、専門パネラーによる毛束洗浄の官能評価の際のコメントでは、「泡立ちが早い」という表現が使用されていた。
指通りの評価に関しても、評価結果の数値が4.5以上と高く、目的とする「洗髪時の指通りの良さ」が実証されている。さらに、すすぎ性の評価に関しても、すすぎに要する時間が40秒以下と早く、目的とする「早いすすぎ性」が実証されている。
以上のことから、実施例1〜8の毛髪洗浄剤組成物は、本発明の解決課題である、泡立ちが早い事と細かい泡質の両立、洗髪時は指通りの良さと早いすすぎ性の両立をすべて満たしていることが分かる。
Regarding the performance evaluation of Table 1, Examples 1 to 8 prepared within the range of the hair cleansing composition of the present invention have a high foam specific gravity of 85 or more, and have a desired "fine foam quality". Has been proven. In addition, in the comments during the sensory evaluation of hair bundle cleaning by a professional panelist, the expression "quick foaming" was used.
With regard to the evaluation of finger-fedness, the numerical value of the evaluation result is as high as 4.5 or more, and the target "goodness of finger-fed when washing hair" is verified. Further, regarding the evaluation of rinsing property, the time required for rinsing is as short as 40 seconds or less, and the target "fast rinsing property" is proved.
From the above, the hair cleansing compositions of Examples 1 to 8, which are the problems to be solved by the present invention, have both quick foaming and fine foam quality, and have good finger combability and quick rinsing properties when washing hair. It can be seen that all are satisfied.

一方、比較例1は(A)/(B)が1未満であり、泡が粗く、泡比重が低く、泡立ちが悪かった。比較例2は(A)/(B)が3を超えており、指通りが悪かった。比較例3は(C)/(D)が1未満であり、泡が粗く、すすぎ性も悪い。比較例4は(C)+(D)が3重量%を超えており、指通りが悪かった。比較例5は(A)+(B)が8重量%未満であり、泡立ちが悪く、泡比重も低い。比較例6は(C)+(D)が0.5重量%未満であり、泡が粗く、指通りも悪い。なお、(A)+(B)が23重量%を超える処方、(C)/(D)が10を超える処方は、白濁したために評価を行わなかった。
以上のことから、比較例1〜6の処方は、本発明の解決課題を満たしておらず、実使用には耐えない感触であった。
On the other hand, in Comparative Example 1, (A)/(B) was less than 1, the foam was rough, the specific gravity of the foam was low, and the foaming was poor. In Comparative Example 2, the ratio (A)/(B) exceeded 3, and the fingers did not pass easily. In Comparative Example 3, (C)/(D) is less than 1, the bubbles are rough, and the rinsability is poor. In Comparative Example 4, the content of (C)+(D) exceeded 3% by weight, and the finger-fed was poor. In Comparative Example 5, (A)+(B) is less than 8% by weight, foaming is poor, and foam specific gravity is low. In Comparative Example 6, (C)+(D) is less than 0.5% by weight, the bubbles are rough, and the fingers do not pass easily. The formulations in which (A)+(B) exceeded 23% by weight, and those in which (C)/(D) exceeded 10 were not evaluated because they became cloudy.
From the above, the formulations of Comparative Examples 1 to 6 did not meet the problem to be solved by the present invention, and had a feel that could not be used in actual use.

以上の様に本発明は、解決の課題としていた、泡立ちが早い事と細かい泡質の両立、洗髪時は指通りの良さと早いすすぎ性の両立を十分に実現させる毛髪洗浄剤組成物であることが判明した。
As described above, the present invention is a hair cleansing composition that sufficiently achieves both of quick foaming and fine foam quality, which is a problem to be solved, and good combability with fingers and quick rinsing properties when washing hair. It has been found.

本発明、毛髪洗浄剤組成物により、泡立ちが早い事と細かい泡質の両立、洗髪時は指通りの良さと早いすすぎ性の両立を実現することができる。

The present invention and the hair cleansing composition make it possible to achieve both quick foaming and fine foam quality, and good finger combability and quick rinsing properties when washing hair.

Claims (5)

シリコーン化合物を含まず
(A)N−アシルアミノ酸界面活性剤
(B)両性界面活性剤
(A)/(B)=1〜3でかつ(A)+(B)=8〜23重量%
(C)脂肪酸
(D)カチオン性ポリマー
(C)/(D)=1〜10でかつ(C)+(D)=0.5〜3重量%
の組成である毛髪洗浄剤組成物。
No silicone compound (A) N-acyl amino acid surfactant (B) Amphoteric surfactant (A)/(B)=1 to 3 and (A)+(B)=8 to 23% by weight
(C) Fatty acid (D) cationic polymer (C)/(D)=1 to 10 and (C)+(D)=0.5 to 3% by weight
A hair cleansing composition having the above composition.
N−アシルアミノ酸界面活性剤が一般式(1)で示されるN−アシル−N−メチル−β−アラニン塩、一般式(2)で示されるN−アシル−N−ヒドロキシエチル−β−アラニン塩のうち少なくとも1種である、請求項1記載の毛髪洗浄剤組成物。
Figure 2020083848
[式(1)(2)中R1、R2は炭素数9〜15の直鎖または分岐鎖のアルキル基またはアルキレン基を示し、M、M2はアルカリ金属、トリエタノールアミンを示す。]
The N-acyl amino acid surfactant is an N-acyl-N-methyl-β-alanine salt represented by the general formula (1), and an N-acyl-N-hydroxyethyl-β-alanine salt represented by the general formula (2). The hair cleansing composition according to claim 1, which is at least one of the above.
Figure 2020083848
[In the formulas (1) and (2), R 1 and R 2 represent a linear or branched alkyl group having 9 to 15 carbon atoms or an alkylene group, and M 1 and M 2 represent an alkali metal and triethanolamine. ]
両性界面活性剤が一般式(3)で示されるアミドプロピルベタイン、一般式(4)で示されるアミドアミンのうち少なくとも1種である、請求項1記載の毛髪洗浄剤組成物。
Figure 2020083848
[式(3)(4)中R、Rは炭素数7〜17の直鎖または分岐鎖のアルキル基またはアルキレン基を示す。]
The hair cleansing composition according to claim 1, wherein the amphoteric surfactant is at least one of amidopropyl betaine represented by the general formula (3) and amidoamine represented by the general formula (4).
Figure 2020083848
[In the formulas (3) and (4), R 3 and R 4 represent a linear or branched alkyl group or alkylene group having 7 to 17 carbon atoms. ]
脂肪酸が直鎖または分岐鎖の炭素数10〜18の脂肪酸である、請求項1記載の毛髪洗浄剤組成物。 The hair cleansing composition according to claim 1, wherein the fatty acid is a linear or branched fatty acid having 10 to 18 carbon atoms. カチオン性ポリマーがポリクオタニウム−10、カチオン化グアーガムのうち少なくとも1種である、請求項1記載の毛髪洗浄剤組成物。 The hair cleansing composition according to claim 1, wherein the cationic polymer is at least one of polyquaternium-10 and cationized guar gum.
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DE112021002720T5 (en) 2020-05-12 2023-02-23 Denso Corporation power supply system
JP7477022B2 (en) 2022-07-13 2024-05-01 日油株式会社 Hair cleansing composition

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DE112021002720T5 (en) 2020-05-12 2023-02-23 Denso Corporation power supply system
JP7477022B2 (en) 2022-07-13 2024-05-01 日油株式会社 Hair cleansing composition

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